Enhancement of Neighbouring-Group Participation in Cu-0-Promoted Cross-Coupling gem-Difluoromethylenation of Aryl/Alkenyl Halides with 1,3-Azolic Difluoromethyl Bromides
文献类型:期刊论文
作者 | Jiang HZ(蒋海珍)1; LU WENJUN1; YANG KUN1; MA GUOBIN1; XU MINJUN1; Li J(李佳)1; Yao JH(姚建华)1; WAN WEN1; DENG HONGMEI1; WU SHAOXIONG1 |
刊名 | Chem.-Eur. J.
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出版日期 | 2014 |
卷号 | 20期号:32页码:10084-10092 |
其他题名 | 铜催化gem-Difluoromethylenation的不饱和卤化物和1,3-Azolic Difluoromethyl Bromides的交叉耦合反应中的邻位增强作用 |
通讯作者 | 蒋海珍 ; 朱仕正 ; HAO JIAN |
英文摘要 | A copper(0)-promoted direct reductive gem-difluoromethylenation of unactivated aryl or alkenyl halides with benzo-1,3-azolic (oxa-, thia- or aza-) difluoromethyl bromides or 2-bromodifluoromethyl-1,3-oxazoline has been developed for the construction of pharmaceutically important gem-difluoromethylene-linked twin molecules. The unique p-conjugated aryl-fused 1,3-azolic moiety in difluoromethyl bromide substrates could stabilise the reaction intermediates, which promotes the reactivities, providing facile access to the cross-coupling products in good to excellent yields, and allowing significant functional group tolerance. The reaction exhibits an enhanced neighbouring-group-participation effect. This method could provide a new strategy for the construction of gem-difluoromethylene-linked identical or nonidentical twin drugs through further functionalisation of 1,3-azolic skeletons. |
学科主题 | 有机化学 |
收录类别 | SCI |
原文出处 | http://dx.doi.org/10.1002/chem.201402205 |
语种 | 英语 |
源URL | [http://ir.sioc.ac.cn/handle/331003/39165] ![]() |
专题 | 上海有机化学研究所_上海有机化学研究所 |
作者单位 | 1.上海大学 2.中科院上海有机化学研究所 3.美国艾默里大学 |
推荐引用方式 GB/T 7714 | Jiang HZ,LU WENJUN,YANG KUN,et al. Enhancement of Neighbouring-Group Participation in Cu-0-Promoted Cross-Coupling gem-Difluoromethylenation of Aryl/Alkenyl Halides with 1,3-Azolic Difluoromethyl Bromides[J]. Chem.-Eur. J.,2014,20(32):10084-10092. |
APA | 蒋海珍.,LU WENJUN.,YANG KUN.,MA GUOBIN.,XU MINJUN.,...&HAO JIAN.(2014).Enhancement of Neighbouring-Group Participation in Cu-0-Promoted Cross-Coupling gem-Difluoromethylenation of Aryl/Alkenyl Halides with 1,3-Azolic Difluoromethyl Bromides.Chem.-Eur. J.,20(32),10084-10092. |
MLA | 蒋海珍,et al."Enhancement of Neighbouring-Group Participation in Cu-0-Promoted Cross-Coupling gem-Difluoromethylenation of Aryl/Alkenyl Halides with 1,3-Azolic Difluoromethyl Bromides".Chem.-Eur. J. 20.32(2014):10084-10092. |
入库方式: OAI收割
来源:上海有机化学研究所
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